Oct. 22, 1992: Gavin Newsom at age 25, looking a little deer-in-headlights in a San Francisco Chronicle story about the opening of his PlumpJack Wine Shop. Give him points for his understated style in the fashion-backwards 1990s. He could easily be wearing a puffy shirt in these photos ...

Dec. 12, 1991: This was 24-year-old Gavin Newsom's first photo appearance in the San Francisco Chronicle, for a story about endeavors of the children of the rich. Posing here with Paul Mohen, Andrew Getty and Billy Getty. A later story referred to them as San Francisco's brat pack.

A closer look at Newsom and his PlumpJack co-owners, months before the wine shop opened. If this photo was made into a 1980s R-rated teen comedy, Newsom would be the more experienced Rob Lowe character. Billy Getty would be played by John Cusack, but would have to cut the pony tail.

Oct. 29, 1992: Looking comfortable in his power suit at the PlumpJack opening party, a 24-year-old Newsom dreams about tidal power as an alternative energy. Newsom appears to have highlights in his hair. (Sun-In? Is that natural?) Peter Getty is on the left, Billy Getty on the right.

Already politicking. Wondering if these PlumpJack opening attendees were equally enthralled by his 7 hour presentations on YouTube. Very curious what they're laughing at -- if I had a time machine, I would bypass betting on the next 20 Super Bowls just to hear the joke that Newsom told.

Gavin Newsom does his best Blue Steel pose, even though Zoolander wouldn't come out for another nine years. He seems to be staring right into our souls. If there are any City Hall gadfly theories that Gavin Newsom is actually a vampire, this photo is probably your best ammunition to date.

Photo: Steve Castillo, The Chronicle

Gavin Newsom does his best Blue Steel pose, even though Zoolander...

Gavin Newsom does his best Blue Steel pose, even though Zoolander... Photo-4079601.55634 - SFGate

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Oct. 22, 1992: Gavin Newsom at the PlumpJack Wine Shop, one day after it opened. This photo ran in a Food section story headlined Plump Jack's Wine Riches. I'm struck mostly by the Bret Easton Ellis-ness of this pose.